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TAILSCALE ON PFSENSE CONNECTION ISSUE

Scheduled Pinned Locked Moved Tailscale
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  • D
    DavcoreTech
    last edited by Nov 27, 2024, 6:43 AM

    Hi!
    Is anyone having connection issue on tailscale on pfsense,
    i've using tailscale now for 3months but this couple of days my pfsense machine keeps disconnecting, i've already generated new key but its still no luck.
    tailscale.jpg

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    • G
      GaryScottMartin
      last edited by Dec 11, 2024, 12:01 AM

      Davcore Tech,

      I have been having the same issue since I installed Tailscale: random disconnections. The most recent one was earlier today and associated with a pfSense reboot resulting from a brief power outage. I am not certain whether all my disconnections are associated with reboots. However, I was able to restore Tailscale by:

      1. "Logout and Clean" from the Tailscale Authentication tab on pfsense.
      2. Remove the machine from the Tailscale Admin page.
      3. Uninstall the Tailscale package on pfSense.
      4. Reinstall the Tailscale package on pfSense.
      5. Generate a new key from the Tailscale Settings page.
      6. Copy and paste it into the Tailscale Authentication Tab on pfSense.

      Tailscale came up almost immediately after I pasted in the new Authentication key. Key Expiry remained disabled. I apply exit-node and firewall tags to my pfSense box and have updated the Tailscale access controls page to create those tags.

      Gary

      D 1 Reply Last reply Dec 11, 2024, 1:54 AM Reply Quote 0
      • D
        DavcoreTech @GaryScottMartin
        last edited by Dec 11, 2024, 1:54 AM

        @GaryScottMartin Thank you, i'll try that

        E 1 Reply Last reply Dec 11, 2024, 9:14 AM Reply Quote 0
        • E
          elvisimprsntr @DavcoreTech
          last edited by elvisimprsntr Dec 11, 2024, 9:38 AM Dec 11, 2024, 9:14 AM

          @DavcoreTech

          Looks like you may be running an older version of pfSense and/or Tailscale.

          You might want to upgrade to latest version (1.78.1) on all clients, which may resolve some of the connection issues.

          Although, Netgate has not updated the Tailscale package in some time, you can manually update

          How to update to the latest Tailscale version?

          You may also want to upgrade Windows 8.1, which MS officially stopped supporting on January 10, 2023

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